Fenamole → HCID 85893808, compound

Participants

Reaction Steps

A solution of 1-phenyl-5-amino-1H-tetrazole (10 g.) in dried dimethylformamide (50 ml.) was dropwise added to a suspension of 50% sodium hydride (5.1g.) in dried dimethylformamide (5 ml.) over 15 minutes under ice-cooling, and the mixture was stirred for 30 minutes at ambient temperature. To the resultant mixture was added a solution of bromoacetaldehyde diethyl acetal (13.5 g.) in dried dimethylformamide (15 ml.). The mixture was stirred for 1 hour at ambient temperature and for 2 hours and 20 minutes at 60° C. The reaction mixture was cooled to at ambient temperature, ice-water was added thereto and the mixture was extracted 3 times with ethyl acetate. The extract was washed with water and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the obtained oil was purified by column chromatography on silica gel (250 g.) using chloroform as developing solvent to give (1-phenyl-1H-tetrazol-5-yl)aminoacetaldehyde diethyl acetal (11 g.), oil.

Provenance & Evidence